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Colorado Springs

$133+ Cheap flights from Caribbean to Colorado Springs (COS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — COS
Jan 8 — Jan 151
Thu 1/8
Thu 1/15
1 adult, Economy
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Cheap flight deals from Caribbean to Colorado Springs

Cheapest flights from Caribbean to Colorado Springs
Explore the most affordable flight options available from Caribbean to Colorado Springs. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 9, 2025.

This Southwest deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2511:20 amSJU - COS
2 stops13h 10mSouthwest
Wed 12/315:15 amCOS - SJU
2 stops13h 15mSouthwest
Deal found 12/7$447
This American Airlines deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/257:00 amSJU - COS
1 stop16h 31mAmerican Airlines
Wed 12/316:00 amCOS - SJU
1 stop14h 27mAmerican Airlines
Deal found 12/7$475
This American Airlines deal was found by Cheapflights users on 12/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:44 amSJU - COS
1 stop12h 10mAmerican Airlines
Thu 1/16:00 amCOS - SJU
1 stop14h 22mAmerican Airlines
Deal found 12/8$495
This Southwest deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:20 amSJU - COS
2 stops13h 10mSouthwest
Tue 1/67:20 amCOS - SJU
2 stops14h 15mSouthwest
Deal found 12/7$515
This American Airlines deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:25 amSJU - COS
2 stops16h 22mAmerican Airlines
Tue 12/306:00 amCOS - SJU
1 stop14h 22mAmerican Airlines
Deal found 12/9$558
This American Airlines deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:30 amSJU - COS
1 stop11h 35mAmerican Airlines
Tue 1/63:17 pmCOS - SJU
2 stops21h 42mAmerican Airlines
Deal found 12/7$620
This American Airlines deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2311:03 amKIN - COS
2 stops14h 44mAmerican Airlines
Wed 12/3112:25 pmCOS - KIN
2 stops19h 47mAmerican Airlines
Deal found 12/7$630
This American Airlines deal was found by Cheapflights users on 12/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2510:07 amSDQ - COS
2 stops13h 24mAmerican Airlines
Sun 12/284:46 pmCOS - SDQ
2 stops22h 05mAmerican Airlines
Deal found 12/6$900
This American Airlines deal was found by Cheapflights users on 12/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2211:07 amSDQ - COS
2 stops15h 40mAmerican Airlines
Fri 12/264:46 pmCOS - SDQ
2 stops20h 03mAmerican Airlines
Deal found 12/9$941
This American Airlines deal was found by Cheapflights users on 12/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2510:07 amSDQ - COS
2 stops14h 49mAmerican Airlines
Sat 1/34:46 pmCOS - SDQ
2 stops22h 05mAmerican Airlines
Deal found 12/7$1,080
This American Airlines deal was found by Cheapflights users on 12/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/161:28 pmSDQ - COS
2 stops23h 19mAmerican Airlines
Sat 12/204:46 pmCOS - SDQ
2 stops20h 03mAmerican Airlines
Deal found 12/6$1,083
This Mytrip deal was found by Cheapflights users on 12/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2512:20 pmSDQ - COS
3 stops27h 51mMultiple Airlines
Sun 12/285:45 amCOS - SDQ
3 stops32h 05mMultiple Airlines
Deal found 12/6$4,020

Find flight deals from Caribbean to Colorado Springs

Keep the following information in mind while searching for Caribbean to Colorado Springs flight deals. Data was last updated December 9, 2025.

Round-trip from

$265
(American Airlines)

One-way from

$133
(Southwest)

Popular in

May

Cheapest in

February

Average price

$496
From Caribbean to Colorado Springs
Search Deals
One-way flight from Caribbean to Colorado Springs
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Colorado Springs that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 9, 2025.
Use the filters below to find and compare flights from Caribbean to Colorado Springs that are best for you.

Fly from

Caribbean

Fly to

Colorado Springs

Route

Depart

Return

Price

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Fri 1/23

5:51 pm-9:51 am

2 stops19h 00m

Colorado Springs

Mon 1/26

1:06 pm-10:48 am

2 stops18h 42m

$265

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Fri 1/16

7:12 pm-9:51 am

2 stops17h 39m

Colorado Springs

Tue 1/20

3:17 pm-10:48 am

2 stops16h 31m

$265

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Thu 1/22

6:10 am-3:55 pm

2 stops12h 45m

Colorado Springs

Wed 1/28

6:40 am-11:10 pm

2 stops13h 30m

$320

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Wed 2/11

7:07 am-5:41 pm

1 stop13h 34m

Colorado Springs

Tue 2/17

6:00 am-11:32 pm

1 stop14h 32m

$348

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Wed 1/21

6:00 am-2:09 pm

2 stops11h 09m

Colorado Springs

Wed 1/28

3:17 pm-12:30 pm

2 stops18h 13m

$348

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Fri 1/16

5:51 pm-9:51 am

2 stops19h 00m

Colorado Springs

Mon 1/19

6:12 am-10:26 pm

1 stop13h 14m

$348

San JuanColorado Springs

SJU - COS

SJUCOS

San Juan Luis Munoz Marin Intl

Wed 3/25

6:00 am-4:02 pm

2 stops12h 02m

Colorado Springs

Tue 3/31

5:07 pm-12:33 pm

2 stops17h 26m

$348

Simpson BayColorado Springs

SXM - COS

SXMCOS

Simpson Bay Princess Juliana

Fri 1/9

4:20 pm-12:22 pm

2 stops23h 02m

Colorado Springs

Sat 2/28

1:22 pm-12:13 pm

2 stops19h 51m

$430

Simpson BayColorado Springs

SXM - COS

SXMCOS

Simpson Bay Princess Juliana

Thu 1/8

5:33 pm-2:09 pm

2 stops23h 36m

Colorado Springs

Sat 2/28

1:43 pm-12:38 pm

2 stops19h 55m

$444

OranjestadColorado Springs

AUA - COS

AUACOS

Oranjestad Reina Beatrix

Thu 1/22

5:50 pm-10:57 am

2 stops20h 07m

Colorado Springs

Mon 1/26

3:30 pm-1:50 pm

2 stops19h 20m

$506

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/6

Showing 1-10 of 33 results
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Best time to book a flight from Caribbean to Colorado Springs

Have a flexible travel schedule? Discover the best time to fly to Colorado Springs from Caribbean with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Caribbean to Colorado Springs

What is the cheapest month to book a flight from Caribbean to Colorado Springs?

Currently, March is the cheapest month in which you can book a flight from Caribbean to Colorado Springs (average of $130). Flying from Caribbean to Colorado Springs in May is currently the most expensive (average of $267). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CB to COS?

Find hourly flight availability from Caribbean to Colorado Springs. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 9, 2025.

One of the essential ways to save on airfare from Caribbean to Colorado Springs is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 10% on airfare.

Reviews of airlines servicing Colorado Springs

Get insights into the airlines that provide service to Colorado Springs. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Colorado Springs. Reviews last updated December 9, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Caribbean to Colorado Springs by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,011 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,089 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,045 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Colorado Springs. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Colorado Springs from Caribbean?

    If you book a flight to Colorado Springs from Caribbean, you will be flying to Colorado Springs, which is the city’s only airport. Colorado Springs (COS) is located 6.7 mi from the center of Colorado Springs.

  • How long is the flight from Caribbean to Colorado Springs?

    Departing from Caribbean to Colorado Springs will take you 19h. There are 2705 mi between Caribbean and Colorado Springs. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Caribbean to Colorado Springs one-way?

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $132. Users have also found prices from $188 and $192 on Delta and American Airlines, respectively.

  • What are the most popular routes from Caribbean to Colorado Springs?

    Most travelers choose San Juan Luis Munoz Marin Intl - Colorado Springs, Kingston Norman Manley - Colorado Springs or Santo Domingo Las Americas - Colorado Springs when deciding on the best route from Caribbean to Colorado Springs.

  • Can I find deals for flights from Caribbean to Colorado Springs that include hotel bookings?

    Yes. In addition to deals on Caribbean to Colorado Springs flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean to Colorado Springs?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean to Colorado Springs.

  • Can I find deals for business class flights from Caribbean to Colorado Springs?

    Yes. Cheapflights offers flight deals from Caribbean to Colorado Springs by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Caribbean to Colorado Springs?

    Currently, March is the cheapest month in which you can book a flight from Caribbean to Colorado Springs (average of $130). Flying from Caribbean to Colorado Springs in May is currently the most expensive (average of $267). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Colorado Springs?

Book flights to Colorado Springs if you plan to visit one of these locations
Cañon City

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Alternative routes for Caribbean to Colorado Springs

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Caribbean to Colorado Springs

Discover the top 4 airlines that operate flights from Caribbean to Colorado Springs. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$265Average$544FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$318Average$585FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$350Average$455FlexibilityNo cancel feeOn-time71%
DeltaCheapest$383Average$467FlexibilityNo cancel feeOn-timeN/A

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